Unsaturated Acyclic Hydrocarbon Reactant Patents (Class 568/400)
  • Patent number: 10450532
    Abstract: A compound represented by the formula I wherein is indicating a double bond either at C4 or at C5, or single bonds, R1, R2, R3, R4 are independently selected from H or Me, and R5, R6 are independently selected from Me or Et, and wherein the compound is not 9-hydroxy-5,9-dimethyldec-4-enal or 9-hydroxy-5,9-dimethyldecanal. Said compounds are useful as perfume ingredients in personal care and household care products.
    Type: Grant
    Filed: December 8, 2015
    Date of Patent: October 22, 2019
    Assignee: GIVAUDAN S.A.
    Inventors: Andreas Goeke, Felix Flachsmann, Martin Alan Lovchik
  • Patent number: 8168846
    Abstract: The instant invention relates to a process and plant for the transformation of dangerous wastes containing chromium six as contaminant into non dangerous wastes that can be stored without special care and will be degraded in the environment without time limit. The process basically consists of milling, extracting chromium six in liquid phase and under controlled conditions of stirring, time and temperature, proceeding then, through reduction, to transform the chromium six in chromium three and then precipitating as chromium trioxide, through gasification. The solid resulting from the transformation process can be used as raw material for the manufacturing of firebricks or eventually for the manufacturing of bricks used in the building industry through a process not included in the instant description.
    Type: Grant
    Filed: February 7, 2006
    Date of Patent: May 1, 2012
    Assignee: Cromotecnica Mexico
    Inventor: Francisco Garcia Fernandez
  • Patent number: 7932418
    Abstract: The present invention relates to a preparation of ?-? ene carboxylic or ketone derivatives, which may also have particular requirement on the configuration of the carbon-carbon double bond. The method requires a thermal treatment of ?-? unsaturated malonate or acetylacetonate derivatives in the presents of at least one carboxylic acid and at least one alkaline, alkaline-earth or lanthanide halide or carboxylates.
    Type: Grant
    Filed: February 1, 2007
    Date of Patent: April 26, 2011
    Assignee: Firmenich SA
    Inventors: Hubert Mimoun, Serge Bonnaudet
  • Patent number: 7767867
    Abstract: Disclosed are methods for generating propylene glycol, ethylene glycol and other polyols, diols, ketones, aldehydes, carboxylic acids and alcohols from biomass using hydrogen produced from the biomass. The methods involve reacting a portion of an aqueous stream of a biomass feedstock solution over a catalyst under aqueous phase reforming conditions to produce hydrogen, and then reacting the hydrogen and the aqueous feedstock solution over a catalyst to produce propylene glycol, ethylene glycal and the other polyols, diols, ketones, aldehydes, carboxylic acids and alcohols. The disclosed methods can be run at lower temperatures and pressures, and allows for the production of oxygenated hydrocarbons without the need for hydrogen from an external source.
    Type: Grant
    Filed: May 7, 2007
    Date of Patent: August 3, 2010
    Assignee: Virent Energy Systems, Inc.
    Inventor: Randy D. Cortright
  • Patent number: 7579297
    Abstract: A method for producing a catalyst containing at least molybdenum, bismuth and iron including the steps of kneading particles containing catalyst components, an organic binder and a liquid, where the organic binder contains at least a high-viscosity organic binder having a viscosity of from 5,000 mPa·s to 25,000 mPa·s and a low-viscosity organic binder having a viscosity of from 10 mPa·s to less than 5,000 mPa·s, and extrusion molding the resultant kneaded mixture is provided.
    Type: Grant
    Filed: December 9, 2004
    Date of Patent: August 25, 2009
    Assignee: Mitsubishi Rayon Co., Ltd.
    Inventors: Masahide Kondo, Hiroyuki Naitou, Toru Kuroda
  • Publication number: 20040249197
    Abstract: The invention relates to a method for catalytically oxidizing unsaturated hydrocarbons to form oxidation products, and to the production of saturated alcohols, ketones, aldehydes or carboxylic acids by subsequently hydrogenating the oxidation product. A compound of formula (I) is used as a catalyst during oxidizing in which: R1, R2═H, an aliphatic or aromatic alkoxy radical, carboxyl radical, alkoxycarbonyl radical or hydrocarbon radical, each having 1 to 20 carbon atoms, SO3H, NH2, OH, F, Cl, Br, I and/or NO2, whereby R1 and R2 signify identical or different radicals or R1 and R2 can be coupled to one another via a covalent bond, with Q1, Q2=the same or different, C, CH, N; X, Z═C, S or CH2; Y═O or OH; k=0, 1 or 2; 1=0, 1 or 2; m=1 to 100 in the presence of a radical initiator. Peroxy compounds or azo compounds can be used as radical initiators. Preferred substrates are cyclic aliphatic or aromatic compounds.
    Type: Application
    Filed: June 25, 2004
    Publication date: December 9, 2004
    Inventors: Adolf Kuhnle, Carsten Jost, Roger Arthur Sheldon, Sandrine M.M. Chatel, Isabella W.C.E. Arends
  • Patent number: 6395904
    Abstract: The subject invention provides a binuclear metal complex having structure (I) wherein M1, and M2 are independently selected from the group consisting of Fe, Co, Mn and Ru; wherein m and n are independently +2 or +3; wherein R1, R2, R3, R4, R5 and R6 are independently a linear C1-C6 alkyl, C5-C6 cycloalkyl, phenyl, etc.; wherein (i) R1 and R2, (ii) R3 and R4, or (iii) R5 and R6 independently and optionally are linked covalently and together with the respective adjoining C atom comprise a spirocyclic ring; wherein i, j and k are integers such that 2≦i+j+k≦4; wherein p is 1 or 2, and q is 0, 1 or 2 such that m+n−4=p×q; wherein (i) R1 or R2 and R3 or R4, (ii) R3 or R4 and R4 or R5, or (iii) R1 or R2 and R5 or R6 independently and optionally are linked covalently and together with the respective adjoining C atoms comprise a fused ring; wherein Ar is 1,2-phenylene, 1,2- or 2,3-naphthylene, etc.
    Type: Grant
    Filed: June 6, 2000
    Date of Patent: May 28, 2002
    Assignee: Yale University
    Inventors: John P. Caradonna, Subhasish Mukerjee, Adonis Stassinopoulos
  • Patent number: 6329553
    Abstract: A process for a combined selective thermal oxidation and photooxidation of hydrocarbons adsorbed onto zeolite matrices. A highly combined selective thermal oxidation and photooxidation of unsubstituted or alkyl substituted alkanes, alkenes, aromatics and cycloalkyls in solvent free zeolites under dark thermal conditions or under irradiation with visible light. The process oxidizes hydrocarbons almost completely selectively without substantial production of byproducts.
    Type: Grant
    Filed: November 10, 2000
    Date of Patent: December 11, 2001
    Assignee: The Regents of the University of California
    Inventors: Heinz Frei, Fritz Blatter, Hai Sun
  • Patent number: 6150562
    Abstract: A process for selective thermal oxidation of hydrocarbons adsorbed onto zeolite matrices. A highly selective thermal oxidation of unsubstituted or alkyl substituted alkanes, alkenes, aromatics and cycloalkyls is carried out in solvent free zeolites under dark thermal conditions. The process oxidizes hydrocarbons almost completely selectively without substantial production of byproducts.
    Type: Grant
    Filed: June 17, 1999
    Date of Patent: November 21, 2000
    Assignee: The Regents of the University of California
    Inventors: Heinz Frei, Fritz Blatter, Hai Sun
  • Patent number: 5969190
    Abstract: The compound, (E)-(1R,3R)-5-[(R)-11-hydroxy-7,11-dimethyl-dodec-2-enylidene]-cyclohexane -1,3-diol of the formula I: ##STR1## is useful in the treatment or prevention of hyperproliferative skin diseases, particularly psoriasis, basal cell carcinomas, disorders of keratinization and keratosis; or for reversing the conditions associated with photodamage.
    Type: Grant
    Filed: May 15, 1998
    Date of Patent: October 19, 1999
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Franz Bauer, Lawrence F. Courtney
  • Patent number: 5914013
    Abstract: A process for selective thermal oxidation or photooxidation of hydrocarbons adsorbed onto zeolite matrices. A highly selective thermal oxidation and photooxidation of unsubstituted or alkyl substituted alkanes, alkenes, aromatics and cycloalkyls in solvent free zeolites under dark thermal conditions or under irradiation with visible light. The process oxidizes hydrocarbons almost completely selectively without substantial production of byproducts.
    Type: Grant
    Filed: June 13, 1997
    Date of Patent: June 22, 1999
    Assignee: The Regents of the University of California
    Inventors: Heinz Frei, Fritz Blatter, Hai Sun
  • Patent number: 5506363
    Abstract: The present invention provides aqueous catalyst solutions useful for oxidation of olefins to carbonyl products, comprising a palladium catalyst, a polyoxoacid or polyoxoanion oxidant comprising vanadium, and chloride ions. It also provides processes for oxidation of olefins to carbonyl products, comprising contacting olefin with the aqueous catalyst solutions of the present invention. It also provides processes for oxidation of olefins to carbonyl products by dioxygen, comprising contacting olefin with the aqueous catalyst solutions of the present invention, and further comprising contacting dioxygen with the aqueous catalyst solutions. The present invention also provides a process for the oxidation of palladium(0) to palladium(II) comprising contacting the palladium(0) with an aqueous solution comprising chloride ions and a polyoxoacid or polyoxoanion oxidant comprising vanadium.
    Type: Grant
    Filed: September 4, 1992
    Date of Patent: April 9, 1996
    Assignee: Catalytica, Inc.
    Inventors: John H. Grate, David R. Hamm, Robert J. Saxton, Mark T. Muraoka
  • Patent number: 5149880
    Abstract: Nitrogen-containing aromatic heterocyclic ligand-metal complexes and their use for the activation of hydrogen peroxide and dioxgen are disclosed. Processes whereby activated hydrogen peroxide or dioxygen are used to transform various organic substrates are also disclosed. In particular, processes for the conversion of methylenic carbons to carbonyls, for the dioxygenation of aryl olefins, acetylenes and aryl-.alpha.-diols, for the oxidation of alcohols and aldehydes and for the removal of mercaptans from gaseous streams and for the removal of hydrogen sulfide and/or mercaptans from liquid streams are disclosed.
    Type: Grant
    Filed: August 24, 1990
    Date of Patent: September 22, 1992
    Assignee: The Texas A & M University System
    Inventors: Donald T. Sawyer, Ceshing Sheu, Andrzej Sobkowiak, Hui-Chan Tung
  • Patent number: 4885399
    Abstract: Tischtschenko condensation of aldehydes is used to remove aldehydes from dry ketone-containing streams. The tischtschenko condensation is used to condense the aldehydes into esters whose boiling points are significantly different than the ketones, greatly simplifying the separation of the esters from the ketones. An organic extraction step is used to obtain a substantially dry ketone containing stream. One particularly preferred class of extraction solvents is selected from the group consisting of butane, pentane, hexane, heptane, octane, nonane, decane and mixtures thereof. In particularly preferred embodiments, the Tischtschenko reaction is used in the context of aqueous-phase catalyzed olefin oxidation to ketones. The aldehyde to ester condensation permits easy and efficient removal of the aldehyde analogs of the desired ketones.
    Type: Grant
    Filed: July 13, 1988
    Date of Patent: December 5, 1989
    Assignee: Catalytica, Inc.
    Inventors: Stanley F. Newman, Jacques C. De Deken, Michael L. Cook
  • Patent number: 4560804
    Abstract: An improved process is provided for forming ketones from the corresponding olefins by vapor phase oxidation of the olefin in the presence of water vapor, and optionally in the additional presence of molecular oxygen employing a heterogeneous catalyst comprising at least one member selected from the group consisting of Ce, Nd and La and compounds and complexes thereof, optionally containing at least one metal compound or complex selected from the group consisting of Group VIB metals and Group VIII noble metals, and mixtures thereof. It has been surprisingly found that these catalysts effect the formation of ketones in high selectivities with minimal selectivities to the undesirable carbon dioxide and carbon monoxide by-products.
    Type: Grant
    Filed: July 25, 1983
    Date of Patent: December 24, 1985
    Assignee: Exxon Research & Engineering Co.
    Inventors: Chuen Y. Yeh, Charles Savini
  • Patent number: 4528401
    Abstract: An improved process is provided for forming ketones from the corresponding olefins in the vapor phase in the presence of water vapor employing a heterogeneous catalyst comprising a molybdenum disulfide catalyst formed by the thermal decomposition of a thiomolybdate compound. It has been surprisingly found that these catalysts effect the formation of ketones in high selectivities with minimal selectivities to the undesirable carbon dioxide and carbon monoxide by-products.
    Type: Grant
    Filed: July 25, 1983
    Date of Patent: July 9, 1985
    Assignee: Exxon Research & Engineering Co.
    Inventors: Chuen Y. Yeh, Charles Savini
  • Patent number: 4499301
    Abstract: Vapor phase process for the preparation of unsaturated aldehydes, carboxylic acids and mixtures thereof which comprises contacting a gaseous mixture of an open-chain olefin of from 3 to 8 carbon atoms, water and oxygen at an elevated temperature up to about 250.degree. with a solid catalyst comprising a catalytically effective amount of noble metal promoted by a solid acid consisting of mixed metal oxides.
    Type: Grant
    Filed: May 14, 1982
    Date of Patent: February 12, 1985
    Assignee: National Distillers and Chemical Corporation
    Inventor: Jawad H. Murib
  • Patent number: 4420634
    Abstract: The invention relates to a process for the oxidation of unsaturated hydrocarbons, particularly butenes and isobutylene, for the production of acetic acid, propionic acid and acetone. Specifically the invention comprises the highly selective oxidation of an unsaturated hydrocarbon or of a mixture of unsaturated hydrocarbons in the presence of a catalyst consisting of a complex of trivalent cobalt and of a carbonyl compound, of the aldehydic or ketonic type.
    Type: Grant
    Filed: December 8, 1980
    Date of Patent: December 13, 1983
    Inventors: Franco Codignola, Paolo Gronchi, Renato del Rosso, Paolo Centola
  • Patent number: 4404397
    Abstract: A stabilized heteropoly molybdate catalyst precursor in calcined form and containing anionic molybdenum in defect state is surface impregnated with certain metal cations. The stabilized precursor is one obtained by incorporating into the reaction product of a molybdate and a soluble phosphate, silicate or arsenate, an aqueous chloride ion and a compound of phosphotungstate, silicotungstate, vanadium arsenate, silico-arsenate, phosphovanadate, or silicovanadate, followed by drying and calcining. During the chloride ion stabilization step other metals may be optionally incorporated in forming the stabilized precursor.The obtained precursor is catalytically active in the conversion of the unsaturated aldehydes to the corresponding unsaturated carboxylic acids with or without incorporation of the metal cation during the chloride ion stabilization step.
    Type: Grant
    Filed: December 29, 1980
    Date of Patent: September 13, 1983
    Assignee: Air Products and Chemicals, Inc.
    Inventor: Chelliah Daniel
  • Patent number: 4322562
    Abstract: An oxidation process in which a metal nitro complex transfers an oxygen atom from the nitro ligand to a substrate; especially such process conducted cyclically or catalytically using molecular oxygen as the oxygen source. Metal nitrosyl complex is formed as a coproduct together with an oxidation product of the substrate. In a cyclic process, nitrosyl ligand of the metal nitrosyl coproduct is reoxidized by molecular oxygen in presence of a monodentate base such as pyridine to nitro ligand; and the nitro complex, thus regenerated, can be used again to oxidize the substrate. In a catalytic process, using an activator such as a Lewis acid with alcohols or divalent palladium with olefins, elemental oxygen maintains a concentration of nitro ligand in the reaction mixture. In particular the metal is a Group VIII metal, especially cobalt and the ligand is saloph or tetraphenylporphyrin.
    Type: Grant
    Filed: December 19, 1980
    Date of Patent: March 30, 1982
    Assignee: Allied Corporation
    Inventors: Benjamin S. Tovrog, S. Elliot Diamond, Frank Mares
  • Patent number: 4314087
    Abstract: Hexafluoropropylene may be conventionally oxidized to form an impure mixture comprising hexafluoroacetone and residual hexafluoropropylene, which materials are separable only with difficulty. The impure mixture may be subjected to reducing conditions to hydrogenate the hexafluoroacetone to a hexafluoroisopropanol product, which product is easily separable from the hexafluoropropylene impurity, which impurity may be recycled for further oxygenation and production of the acetone. Alternatively, hexafluoroisopropanol may be conventionally made from hexachloroacetone to form an impure mixture of hexafluoroacetone and HF. When this impure mixture is hydrogenated, the resulting hexafluoroisopropanol, mixed with hydrogen fluoride, is formed. Either of these alcohol products may be reacted with hydrogen fluoride and a formaldehyde to obtain a fluoromethyl-1,1,1,3,3,3-hexafluoroisopropyl ether, which is a useful anesthetic.
    Type: Grant
    Filed: December 26, 1979
    Date of Patent: February 2, 1982
    Assignee: Baxter Travenol Laboratories, Inc.
    Inventor: Phillip C. Radlick
  • Patent number: 4245118
    Abstract: Catalysts for the oxidation of unsaturated aldehydes, said catalysts being expressed by the formulaA.sub.a B.sub.b C.sub.c Mo.sub.d P.sub.e O.sub.fwherein A represents at least one element selected from K, Rb, Cs and Tl; B represents at least one element selected from Be, Ag, Y, La, Nd, Sm and Hf; C represents at least one element selected from V, Cr, Ba, Sr, Al, Sn, Pb, Mn, Zr, W and Bi; a, b, c, d, e and f are the number of the atoms of A, B, C, Mo, P and O, respectively; and when d is 12, a, b and e are independently 0.05 to 12, c is 0 to 12, and f is the number of oxygen atoms which satisfies the valences of the other elements.
    Type: Grant
    Filed: January 8, 1979
    Date of Patent: January 13, 1981
    Assignee: Nippon Zeon Co., Ltd.
    Inventors: Haruhisa Yamamoto, Kiyomori Ooura, Shinichi Akiyama
  • Patent number: 4219671
    Abstract: A butene may be oxidized in the vapor phase at elevated temperatures to produce acetic acid by reacting the butene with molecular oxygen in the presence of a catalyst comprising a composition of the empirical formula:V.sub.f Sb.sub.g X.sub.h Me.sub.i O.sub.Jwherein V is vanadium, Sb is antimony, and O is oxygen, wherein X represents a metal which is one or more of Bi, Nb, Co, Nd, Sm, Zn, Zr or Cr, and wherein Me represents a metal which is one or more of Al, Fe or Sn, the metal represented by Me being optionally present.
    Type: Grant
    Filed: August 29, 1977
    Date of Patent: August 26, 1980
    Assignee: Celanese Corporation
    Inventors: William E. Slinkard, Anthony B. Baylis